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Year of first isolation: |
2008 |
| Formula: | C33H48O9 |
| Molecular weight: | 588 |
| Occurence in plants: |
Serratula wolffii [Asteraceae] »  ![Wikipedia: Serratula wolffii [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC1C(OC(O1)C2=CC=C(O2)CO)(C)C3CCC4(C3(CC(C5C4=CC(=O)C6C5(CC(C(C6)O)O)C)O)C)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@H](O[C@H](O1)c1oc(cc1)CO)CCC(C)C)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-[(2R,4R,5R)-2-[5-(hydroxymethyl)furan-2-yl]-4-methyl-5-(3-methylbutyl)-1,3-dioxolan-4-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101838582 | InChiKey
[ ChemIDPlus: search ] | VUPBSJZBWFNXPX-GFTDNZTNSA-N | | InChI | InChI=1S/C33H48O9/c1-17(2)6-9-27-32(5,42-29(41-27)25-8-7-18(16-34)40-25)26-10-11-33(39)20-13-21(35)19-12-22(36)23(37)14-30(19,3)28(20)24(38)15-31(26,33)4/h7-8,13,17,19,22-24,26-29,34,36-39H,6,9-12,14-16H2,1-5H3/t19-,22+,23-,24+,26-,27+,28+,29+,30-,31+,32+,33+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-ESI-MS | 589.3389 [M+H]+ (calculated for C33H49O9 : 589.3363) |
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| DMSO-d6 | | 01 | 38.2 | | 02 | 66.9 | | 03 | 66.5 | | 04 | 32.0 | | 05 | 51.1 | | 06 | | | 07 | 121.0 | | 08 | 162.6 | | 09 | 41.2 | | 10 | 40.5 | | 11 | 67.2 | | 12 | 42.0 | | 13 | 46.6 | | 14 | 82.7 | | 15 | 30.2 | | 16 | 21.3 | | 17 | 49.2 | | 18 | 17.5 | | 19 | 24.08 | | 20 | 83.9 | | 21 | 21.2 | | 22 | 83.4 | | 23 | 26.0 | | 24 | 35.8 | | 25 | 27.5 | | 26 | 22.33 | | 27 | 22.44 | | 28 | 96.5 | | 29 | 150.3 | | 30 | 109.9 | | 31 | 107.5 | | 32 | 156.1 | | 33 | 55.7 |
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| DMSO-d6 | | 01-Ha | 1.15 (t, 11.9) | | 01-He | 2.46 (dd, 12.5, 4.1) | | 02-Ha | 3.77 | | 03-He | 3.76 | | 04-Ha | 1.62 | | 04-He | 1.46 | | 05-H | 2.14 (dd, 13.1, 3.8) | | 07-H | 5.63 (d, 2.6) | | 09-Ha | 2.98 (dd, 8.9, 2.6) | | 11-Ha | 3.87 (ddd, 10.9, 9.1, 5.7) | | 12-Ha | 2.08 (dd, 12.1, 10.9) | | 12-He | 1.93 (dd, 12.1, 5.7) | | 15-Ha | 1.535 | | 15-Hb | 1.85 | | 16-Ha | 1.84 | | 16-Hb | 1.84 | | 17-H | 2.30 (t, 8.6) | | 18-Me | 0.69 (s) | | 19-Me | 0.90 (s) | | 21-Me | 1.20 (s) | | 22-H | 3.69 (dd, 9.4, 2.6) | | 23-Ha | 1.44 | | 23-Hb | 1.51 | | 24-Ha | 1.25 | | 24-Hb | 1.40 | | 25-H | 1.58 (dt, 13.3, 6.6) | | 26-Me | 0.88 (d, 7.0) | | 27-Me | 0.89 (d, 6.6) | | 28-H | 5.74 (s) | | 30-H | 6.45 (d, 3.2) | | 31-H | 6.25 (d, 3.2) | | 33-H | 4.37 (s) |
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| M.P. | °C ; | | [α]D25.5 | + 80 ° (c 0.0025; DMSO) | | IR (KBr) ν max (cm-1) | | | UV (DMSO) λ max (log ε) | 255.7 (3.874) ; |
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Permanent link to this datasheet: SERFUROSTERONE B
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